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REDDIT

What are Benefits and Downsides of a Long/Short Portfolio vs Direct Indexing?

N
May 24, 2026 · 23:41

Hi All,

I am contempalting using a long short strategy or a direct indexing strategy to offset capital gains that I incur from selling naked puts daily/weekly (Usually selling Qs or IWM 2% out on most days and some for the week further out, sometimes a bit less or more depending on Vix or market events such as big earnings). The options generate an extra few % a year when selling on like 15% of the portfolio if assigned, but higher return if putting more of the portfolio at risk of being assigned.

Which product would make more sense, and why?

Thanks